Acetic Anhydride → 1,5-Diacetyl-3-(ethoxy-phenyl-methylidene)-2-indolinone

HRID 347952

Reaction equation

HRID 347952 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:15])[CH3:14])=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:16])(=[O:3])[CH3:2].[C:17]([O:20][C:21](=O)[CH3:22])(=O)[CH3:18]>CCOC(OCC)(OCC)C1C=CC=CC=1>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:15])[CH3:14])=[CH:10][CH:11]=2)[C:6](=[C:17]([O:20][CH2:21][CH3:22])[C:18]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:5]1=[O:16])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 210845601,5-Diacetyl-2-indolinone

Product 1

HCID 689919611,5-Diacetyl-3-(ethoxy-phenyl-methylidene)-2-indolinone

Reagents, catalysts & solvents 1

HCID 74268Benzene, (triethoxymethyl)-Solvent2×

Procedure

32.6 g (150 mmol) 1,5-diacetyl-2-indolinone are suspended in 100 ml triethyl orthobenzoate and stirred overnight with 150 ml acetic anhydride at 110° C. Then a further 50 ml triethyl orthobenzoate are added and the mixture is stirred for a further 24 h. Then it is evaporated down and the resulting precipitate is suction filtered, washed and dried.

Workup

  1. customThen it is evaporated down
  2. filtrationfiltered
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-05c85fbcbf0d48e6b86502da5c42840b
Source dataset
uspto-grants-2007_02
Patent number
US07176231B2

Linked notes

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